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1-[(1R,3R,8S,9S,10R,13S,14S)-3-hydroxy-1-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 84c85c37-e9a6-413d-8c9f-88067648114a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 1-[(1R,3R,8S,9S,10R,13S,14S)-3-hydroxy-1-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3CC(CC4=CCC5C(C34C)CCC6(C5CC=C6C(=O)C)C)O)O)OC7C(C(C(CO7)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@@H]3C[C@@H](CC4=CC[C@@H]5[C@@H]([C@@]34C)CC[C@]6([C@H]5CC=C6C(=O)C)C)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O)O
InChI InChI=1S/C37H56O15/c1-15(38)20-7-8-21-19-6-5-17-11-18(39)12-25(37(17,4)22(19)9-10-36(20,21)3)50-35-32(52-34-30(46)28(44)26(42)16(2)49-34)31(24(41)14-48-35)51-33-29(45)27(43)23(40)13-47-33/h5,7,16,18-19,21-35,39-46H,6,8-14H2,1-4H3/t16-,18+,19-,21-,22-,23+,24-,25+,26-,27-,28+,29+,30+,31-,32+,33-,34-,35-,36+,37-/m0/s1
InChI Key XUKYFUGWFDHJME-VYXCKMCSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H56O15
Molecular Weight 740.80 g/mol
Exact Mass 740.36192108 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -0.82
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[(1R,3R,8S,9S,10R,13S,14S)-3-hydroxy-1-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]ethanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8506 85.06%
Caco-2 - 0.8743 87.43%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.8125 81.25%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8594 85.94%
OATP1B3 inhibitior + 0.8818 88.18%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7526 75.26%
BSEP inhibitior + 0.6980 69.80%
P-glycoprotein inhibitior + 0.6580 65.80%
P-glycoprotein substrate + 0.5754 57.54%
CYP3A4 substrate + 0.7434 74.34%
CYP2C9 substrate - 0.7887 78.87%
CYP2D6 substrate - 0.8822 88.22%
CYP3A4 inhibition - 0.9699 96.99%
CYP2C9 inhibition - 0.9371 93.71%
CYP2C19 inhibition - 0.9400 94.00%
CYP2D6 inhibition - 0.9411 94.11%
CYP1A2 inhibition - 0.9163 91.63%
CYP2C8 inhibition + 0.7211 72.11%
CYP inhibitory promiscuity - 0.9721 97.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5700 57.00%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9283 92.83%
Skin irritation + 0.5160 51.60%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7862 78.62%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.9015 90.15%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.8310 83.10%
Acute Oral Toxicity (c) I 0.3583 35.83%
Estrogen receptor binding + 0.7688 76.88%
Androgen receptor binding + 0.7217 72.17%
Thyroid receptor binding - 0.5678 56.78%
Glucocorticoid receptor binding + 0.5650 56.50%
Aromatase binding + 0.6450 64.50%
PPAR gamma + 0.6452 64.52%
Honey bee toxicity - 0.5942 59.42%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6045 60.45%
Fish aquatic toxicity + 0.9579 95.79%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.42% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.48% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.32% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.08% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 92.39% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.15% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.54% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.82% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.47% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 86.90% 95.89%
CHEMBL2179 P04062 Beta-glucocerebrosidase 85.39% 85.31%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.79% 89.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.51% 97.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.37% 96.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.34% 91.19%
CHEMBL2243 O00519 Anandamide amidohydrolase 82.73% 97.53%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.65% 94.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.06% 92.50%
CHEMBL5028 O14672 ADAM10 81.17% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 162910061
LOTUS LTS0016227
wikiData Q105342386